Basic information Safety Supplier Related

(R)-2,2,2-TRIFLUORO-1-PHENYL-ETHYLAMINE

Basic information Safety Supplier Related

(R)-2,2,2-TRIFLUORO-1-PHENYL-ETHYLAMINE Basic information

Product Name:
(R)-2,2,2-TRIFLUORO-1-PHENYL-ETHYLAMINE
Synonyms:
  • (R)-2,2,2-TRIFLUORO-1-PHENYLETHANAMINE
  • (R)-2,2,2-TRIFLUORO-1-PHENYL-ETHYLAMINE
  • (R)-(-)-alpha-(trifluoromethyl)benzylamine
  • (1R)-1-Phenyl-2,2,2-trifluoroethanamine
  • [(R)-α-(Trifluoromethyl)benzyl]amine
  • [R,(-)]-α-(Trifluoromethyl)benzylamine
  • Einecs 244-747-2
  • Benzenemethanamine, .alpha.-(trifluoromethyl)-, (.alpha.R)-
CAS:
22038-85-3
MF:
C8H8F3N
MW:
175.15
EINECS:
244-747-2
Mol File:
22038-85-3.mol
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(R)-2,2,2-TRIFLUORO-1-PHENYL-ETHYLAMINE Chemical Properties

Boiling point:
196.4±40.0 °C(Predicted)
Density 
1.224±0.06 g/cm3(Predicted)
storage temp. 
2-8°C(protect from light)
pka
6.15±0.10(Predicted)
Appearance
White to off-white Solid
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Safety Information

Risk Statements 
34
Safety Statements 
26-36/37/39
RIDADR 
3259
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(R)-2,2,2-TRIFLUORO-1-PHENYL-ETHYLAMINE Usage And Synthesis

Synthesis

51586-24-4

22038-85-3

General procedure for the synthesis of (R)-2,2,2-trifluoro-1-phenylethylamine from 1-phenyl-2,2,2-trifluoroethylamine: 1. Intermediate preparation: L-tartaric acid (36 g, 240.0 mmol) was added to a solution of 1-phenyl-2,2,2-trifluoroethylamine (40 g, 228.57 mmol) in isopropanol (400 mL). 2. Reaction: The reaction mixture was heated to reflux and maintained for 30 minutes. 3. Post-treatment: After completion of the reaction, the mixture was cooled to room temperature and the solid formed was collected by filtration. 4. Purification: The resulting solid was diluted with Na2CO3/H2O solution and subsequently extracted with dichloromethane (3 x 100 mL). 5. Drying and concentration: The organic phases were combined, dried over K2CO3 and subsequently concentrated under reduced pressure to afford the target product (1R)-2,2,2-trifluoro-1-phenylethylamine (12.5 g, 31% yield) as a white solid.

References

[1] Patent: WO2011/119701, 2011, A1. Location in patent: Page/Page column 40

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